Synthesis of 4′,7-Dihydroxy-6-methoxyisoflavone 7-O-β-d-Glucopyranoside (Glycitin)
✍ Scribed by Nógŕdi, Mihály ;Szöllosy, Áron
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- English
- Weight
- 181 KB
- Volume
- 1996
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The aglycone glycitein (1) of the title glucoside glycitin (2) was prepared by oxidative rearrangement of the fully protected chalcone 4 by Tl(NO~3~)~3~ in MeOH into 5 followed by deprotection and ring closure. Its glucosylation with α‐acetobromoglucose and subsequent saponification gave 2 as the main product.
📜 SIMILAR VOLUMES
Condensation of allyl 3,4-di-O-benzyl-beta-D-xylopyranoside with 2-O-acetyl-3,4,6-tri-O-benzyl-alpha-D-galactopyranosyl chloride in dichloromethane in the presence of silver triflate gave allyl 2-O-(2-O-acetyl-3,4-6-tri-O-benzyl-beta-D-galactopyranosyl)-3,4-di-O benzyl-beta-D-xylopyranoside (7, 83%)